A charcoal suit and a white and brown vertical striped dress shirt make for the ultimate classy getup. When not sure as to the footwear, go with a pair of black leather loafers. Putting together a pulled together outfit can be a bit difficult at times on its own. Enter uncomfortably cold temperatures into the equation, and the whole thing becomes all the more difficult. No worries, this here is your winter inspo. So if you need style ideas on how to dress as you pass the big three-oh, this ensemble is ideal.